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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1684952Generated: October 27, 2026

Tetrabutylammonium Fluoride → (2-(5-Bromoimidazo[1,2-a]pyrazin-8-ylamino)thiazol-5-yl)methanol

https://huagongshe.com/reaction/1684952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantN-(5-bromoimidazo[1,2-a]pyrazin-8-yl)-5-((tert-butyldimethylsilyloxy)methyl)thiazol-2-amineHCID 57541342—
SolventTetrahydrofuranHCID 8028—
Product(2-(5-Bromoimidazo[1,2-a]pyrazin-8-ylamino)thiazol-5-yl)methanolHCID 5754133970.1%

Reaction Steps

The product of Step 1 (0.125 g, 0.28 mmol) is dissolved in THF (2 mL). To this solution is added TBAF solution (1M in THF, 0.31 mL, 0.31 mmol) and the reaction is stirred at room temperature overnight. The reaction is condensed and the residue purified by gradient column chromatography eluting with dichloromethane—5% methanolic ammonia (7 N) in dichloromethane to give the alcohol (64 mg, 69%). LCMS: Rt 2.54 min (97.7%). MS (MH+, m/z) 326.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148369B2
Source datasetuspto-grants-2012_04
ORD IDord-eae303cf81374bae9d7aebd7efdc5a5a
Source noteuspto-grants-2012_04